ChemicalBook--->CAS DataBase List--->95635-56-6

95635-56-6

95635-56-6 Structure

95635-56-6 Structure
IdentificationMore
[Name]

Ranolazine dihydrochloride
[CAS]

95635-56-6
[Synonyms]

(+/-)-4-[2-HYDROXY-3-(O-METHOXYPHENOXY)PROPYL]-1-PIPERAZINEACETO-2',6'-XYLIDIDE DIHYDROCHLORIDE
n-(2,6-dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide dihydrochloride
(+/-)-N-(2,6-DIMETHYLPHENYL)-4-[2-HYDROXY-3-(2-METHOXYPHENOXY)PROPYL]-1-PIPERAZINEACETAMIDE DIHYDROCHLORIDE
RANOLAZINE DIHYDROCHLORIDE
RANOLAZINE HCL
Ranolazine DiHCI
Ranolazine and salt
(±)-N-(2,6-dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazineacetamide
RANOLAZINE DI HCL
Ranolazine2Hcl
N-(2,6-Dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide dihydrochloride
Ranolazine Dihydrocloride
N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazineacetamide Dihydrochloride
RS 43285
RS 43285-193
(±)-4-[2-Hydroxy-3-(o-methoxyphenoxy)propyl]-1-piperazineaceto-2μ,6μ-xylidide dihydrochloride, N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazineacetamide dihydrochloride
[Molecular Formula]

C24H35Cl2N3O4
[MDL Number]

MFCD03788770
[Molecular Weight]

500.46
[MOL File]

95635-56-6.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Powder
[Melting point ]

222-229.5 °C(lit.)
[storage temp. ]

Desiccate at RT
[solubility ]

H2O: 10 mg/mL, soluble
[form ]

solid
[color ]

off-white
[Water Solubility ]

H2O: soluble ≥10mg/mL
[Usage]

Anti-ischemic agent which modulates myocardial metabolism. Antianginal
[Merck ]

14,8111
[Stability:]

Hygroscopic
[CAS DataBase Reference]

95635-56-6(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

TK7845370
[HS Code ]

29335990
Hazard InformationBack Directory
[Description]

Ranolazine is a piperazine derivative with cardioprotective activity. It reduces the late sodium current (INa) in mouse myocytes expressing the long QT syndrome 3 mutant sodium channel DKPQ, ventricular myocytes isolated from a canine model of heart failure, guinea pig ventricular myocytes exposed to hydrogen peroxide or anemone toxin-II, and HEK293 cells expressing human Nav1.5 channels (IC50s = 5.9-15 μM) as well as the late potassium current (IKr) in canine ventricular myocytes and HEK293 cells (IC50s = 11.5 and 14.4 μM, respectively). Ranolazine also inhibits radioligand binding to α1-, β1-, and β2-adrenergic receptors (Kis = 8.2-19.5, 1.4-8.6, and 0.5-14.8 μM, respectively). In vivo, ranolazine (480 μg/kg per min) reduces clofilium-induced prolongation of the QTc interval and Torsade de Pointes (TdP) in rabbits. Ranolazine also reduces interstitial collagen deposition as well as atrial natriuretic peptide (ANP; Item Nos. 24539 | 24276), connective tissue growth factor (CTGF), brain natriuretic peptide (BNP; Item No. 24541), and matrix metalloproteinase-2 (MMP-2) mRNA levels, and prevents left ventricular dilation in a mouse model of cardiotoxicity induced by doxorubicin (Item No. 15007).
[Chemical Properties]

White Crystalline Powder
[Uses]

treatment of angina and congestive heart failure
[Uses]

Anti-ischemic agent which modulates myocardial metabolism. Antianginal
[Uses]

Ranolazine Dihydrochloride is an anti-ischemic agent which modulates myocardial metabolism. Antianginal.
[Biological Activity]

Antianginal agent with antiarrhythmic properties that acts as a partial fatty acid oxidation inhibitor. Activates pyruvate dehydrogenase in ischemic myocytes to promote glucose oxidation, switching substrate utilization from fatty acids to glucose. Also shown to inhibit late I Na and I Kr currents.
[Biochem/physiol Actions]

Ranolazine is a derivative of anti-ischemic piperazine and acts as sodium (Na+)-current inhibitor. It has the potential to treat diastolic heart failure and helps in ameliorating myocardial diastolic function.
[storage]

Desiccate at RT
[References]

[1] J C SHRYOCK  L B. Inhibition of late sodium current to reduce electrical and mechanical dysfunction of ischaemic myocardium[J]. British Journal of Pharmacology, 2009, 153 6: 1128-1132. DOI: 10.1038/sj.bjp.0707522
[2] RICHARD L VERRIER. Mechanisms of ranolazine’s dual protection against atrial and ventricular fibrillation.[J]. Europace, 2013, 15 3: 317-324. DOI: 10.1093/europace/eus380
[3] WEI-QUN WANG. Antitorsadogenic effects of ({+/-})-N-(2,6-dimethyl-phenyl)-(4[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazine (ranolazine) in anesthetized rabbits.[J]. Journal of Pharmacology and Experimental Therapeutics, 2008, 325 3: 875-881. DOI: 10.1124/jpet.108.137729
[4] CARLO G. TOCCHETTI. Ranolazine protects from doxorubicin-induced oxidative stress and cardiac dysfunction[J]. European Journal of Heart Failure, 2014, 16 4: 358-366. DOI: 10.1002/ejhf.50
Spectrum DetailBack Directory
[Spectrum Detail]

Ranolazine dihydrochloride(95635-56-6)MS
Ranolazine dihydrochloride(95635-56-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

95635-56-6(sigmaaldrich)
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